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Hentrich lettered four years at the University of Notre Dame, serving as both the placekicker and punter. He finished his career with a school-record 44.1-yard punting average and had 39 career field goals (on 56 attempts) to rank second behind John Carney’s 51. Also, he finished his career ranked second on the school's all-time scoring list with 294 points, the most ever by an Irish kicker, and made a record 98.3 percent (177/180) of his PAT attempts.

Hentrich was drafted in the 1993 NFL Draft by the New York Jets, but was then signed to the Green Bay Packers. Hentrich spent four seasons with the Packers, playing in all 16 games for Green Bay from 1994 through 1997. He also handled kickoffs regularly for the Packers during the 1996 season, helping the Packers to a world championship in Super Bowl XXXI. Hentrich signed with the Tennessee Oilers following the 1997 season. In 1999, the Titans made it to Super Bowl XXXIV in which Hentrich featured, however they lost to the Kurt Warner-led St. Louis Rams, denying him a second Super Bowl ring.

Hentrich became a free agent after the 2008 season and was thinking of retiring. On March 6, 2009, he decided to return to football and the Titans. He signed a one-year deal for the veteran minimum, which under the labor agreement costs teams considerably less in cap dollars.

He retired following the 2009 season after playing in 241 games and 16 seasons, falling just short of 50,000 career punting yards.[1] He was the last remaining Titan player who was also a member of the 1999 team that appeared in the Super Bowl.